An Electron-Accepting aza-BODIPY-Based Donor-Acceptor-Donor Architecture for Bright NIR Emission
| Autor: | Chihaya Adachi, Soji Shimizu, Seongsoo Kang, Yuto Kage, Masashi Mamada, Hiroyuki Furuta, Dongho Kim, Shigeki Mori |
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| Rok vydání: | 2021 |
| Předmět: |
Amplified spontaneous emission
010405 organic chemistry Chemistry Organic Chemistry Solvatochromism General Chemistry Chromophore Electroluminescence 010402 general chemistry Triphenylamine Photochemistry 01 natural sciences Acceptor Fluorescence Catalysis 0104 chemical sciences chemistry.chemical_compound Excited state |
| Zdroj: | Chemistry (Weinheim an der Bergstrasse, Germany). 27(16) |
| ISSN: | 1521-3765 |
| Popis: | A bright near-infrared (NIR) fluorescent molecule was developed based on the donor-acceptor-donor (D-A-D) approach using an aza-BODIPY analog called pyrrolopyrrole aza-BODIPY (PPAB) as an electron-accepting chromophore. Directly introducing electron-donating triphenylamine (TPA) to develop a D-A-D structure caused redshifts of absorption and emission of PPAB into the NIR region with an enhanced fluorescence brightness of up to 5.2×104 m-1 cm-1 , whereas inserting a phenylene linker between the TPA donor and the PPAB acceptor induced solvatochromic behavior in emission. Transient absorption spectra and theoretical calculations revealed the presence of a highly emissive hybridized locally excited and charge-transfer state in the former case and the contribution of the dark charge-separated state to the excited state in the latter case. The bright D-A-D PPAB as a novel emitter resulted in a NIR electroluminescence with a high external quantum efficiency of 3.7 % and a low amplified spontaneous emission threshold of ca. 80 μJ cm-2 , indicating the high potential for NIR optoelectronic applications. |
| Databáze: | OpenAIRE |
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